There are few better places to find exciting junior and entry-level sales jobs than Chicago. Our booming tech ecosystem, mixed with an increasingly large number of growing companies, equals high demand for salespeople. Whether you’re a new graduate or thinking about a career change, these positions are bound to give you the sales experience and know-how to put you on the fast track towards a blossoming career.
Check out these tech companies with open junior and entry-level sales jobs in Chicago.

Location: The Loop
What they do: With goals of disrupting the $400 billion equipment industry, Machinio's website features thousands of listings for used, heavy machinery available for purchase. Machinio helps users find the right equipment for agriculture, truck transportation, and additional industries with heavy operational needs.
Open Jobs:
- Role: Business Development Representative
- Experience: Ability to initiate the sales cycle, establish and grow relationships with potential Machinio clients, work hard to achieve daily/weekly goals, and collaborate with the team to improve processes and strategies.

Location: South Loop
What they do: An AI-supported online discussion platform, Packback is designed to improve student curiosity, communication skills and critical thinking. Packback’s intuitive website drives skill development in question formation, writing and debate, providing constructive feedback loops that students can access day or night.
Open Jobs:
Role: Sales Development Representative
- Experience: 1-4 years of experience (preferably with SaaS technology or in a sales/customer facing role); strong communication skills and passion towards the betterment of education.

Location: North Center
What they do: Guaranteed Rate provides mortgage lending services such as home loans and mortgage refinancing. Applications for loans take about 10 minutes, and the company lets mortgage-seekers choose between a variety of loan types to fit personal needs. Additionally, Guaranteed Rate has an extensive research center that home buyers can use to explore housing cost trends, taxes and school ratings in areas where they are looking to buy.
Open Jobs:
Role: Underwriting Coordinator
- Experience: Strong problem-solving skills and the ability to build relationships with borrowers and realtors.
Role: Junior Account Manager
- Experience: 1-3 years of experience in account management and customer service-type roles with extraordinary written and verbal communication skills.
Role: Entry Level — Closing Desk Coordinator
- Experience: Must have knowledge of administrative actions, as well as, a basic understanding of mortgage and lending principles.
Role: Underwriting Assistant
- Experience: Bachelor’s degree or at least 6 months in the mortgage industry. Must have a background in problem-solving and data entry.
Role: Entry-Level Mortgage Sales
- Experience: 2+ years of mortgage or real estate experience with a comfortability in written, verbal and social media communication.

Location: River North
What they do: GoHealth is a portal for finding personalized healthcare coverage solutions. The company’s suite of products personalizes plans with the goal of providing the best coverage for individuals and families, considering everything from Medicare to dental to life insurance.
Open Jobs:
Role: Sales Operations Analyst
- Experience: Bachelor’s degree required, preferably in computer science, business or engineering. Must have 1-2 years of prior experience in strategy or consulting, as well as a knowledge of SQL.
Role: Business Development — Affiliate Marketing
- Experience: Two years in client management or sales. Experience in affiliate networks and a track record of hitting quotas.

Location: The Loop
What they do: ActiveCampaign is an all-in-one email marketing, marketing automation, messaging and sales CRM platform. Through automation and personalization of many behind-the-scenes processes, ActiveCampaign is designed to free up marketing and sales teams for work on higher-level, customer-facing tasks.
Open Jobs:
Role: Business Development Representative
- Experience: 1-2 years of outbound selling experience, preferably in SaaS. A knowledge or background of email and online marketing is also preferred.
Role: Customer Enablement Specialist
- Experience: 1-2 years of experience in customer success, sales or account management. Must have a demonstrated understanding of effective selling strategies
Role: Customer Onboarding Specialist
- Experience: 1-2 years of experience in customer success or account management. A candidate should have a demonstrated background in technical knowledge and SaaS sales.
Role: Sales Development Representative
- Experience: This position prefers a candidate with a bachelor’s degree with one or more years of sales experience.

Location: West Loop
What they do: Tock is a reservation, table and event management software system that works to streamline the entire dining logistics process. Founded by the co-owner of the three-Michelin-star restaurant Alinea, Tock is used by restaurants all over the world to automate reservations, view vital data points and even build profiles on guests to make their experience more enjoyable.
Open Jobs:
Role: Territory Account Executive
- Experience: This position requires candidates to have a bachelor’s degree with two years of SaaS sales experience. Proven negotiation skills and prior knowledge of restaurant operations are preferred as well.
Role: Sales Development Executive
- Experience: 1-2 years of inside sales and prospecting, plus a background that displays excellent written and verbal communication skills.
Role: Associate Account Manager
- Experience: Must have experience using Salesforce and G Suite, as well as 1-2 years of account management/customer service in B2B software.

Location: River North
What they do: Echo Global Logistics’ transportation management system (TMS) uses AI and machine learning to provide a real-time, end-to-end solution for both shippers and carriers. Echo’s suite of technology features a real-time analytics dashboard, load-matching algorithms and automation channels that help give shippers and carriers visibility into shipment lifecycles.
Open Jobs:
Role: Sales Representative (Carrier)
- Experience: This position preferences those with a bachelor’s degree who have demonstrated strong customer service and relationship building skills.
Role: Sales Representative (Client)
- Experience: Just like the sales representative (carrier) role, this position is looking for a candidate with a bachelor’s degree and a background in customer service.
Role: After Hours Account Executive
- Experience: This position calls for at least one year of experience in the logistics/transportation industry and advanced customer service skills. They also prefer the candidate be bilingual.
Role: Account Executive (Managed Transportation)
- Experience: Requires a BA/BS degree with 1-3 years of customer service in a business services environment.

Location: River North
What they do: RedShelf is a provider of digital higher education course materials from more than 400 publishers. The end-to-end helps bookstores manage their materials, billing and material adoption, while offering students more than one million titles through the company’s eReader.
Open Jobs:
Role: Account Executive, Campus Sales
- Experience: 1-3 years in a related sales role with a background in higher educational software and CRM tools.
Role: Account Manager, Campus Sales
- Experience: 1-3 years in a similar sales role, a bachelor’s degree and past data entry experience is needed for this role.

Location: West Loop
What they do: CoLane is a logistics platform that automates the discovery and coordination of full truckload carriers. The company’s “TruckMatch” AI technology has profiled more than 490,000 carriers and will make recommendations to shippers on the best transportation company to use based on efficiency, route and truckload.
Open Jobs:
Role: Carrier Sales Representative
- Experience: This position preferences those with bachelor’s degrees with at least one year of experience in the transportation or logistics industries.

Location: River North
What they do: ReviewTrackers makes a feedback software tool used to monitor customer reviews, engage with customers and plan improvements to current processes. By offering customer feedback tools like review widgets, surveys and an analytics dashboard, ReviewTrackers is designed to help companies not only get feedback on current products and processes, but use the data gained to improve them. American Family Insurance, Midas, Subaru and US Bank all use the company’s platform to stay engaged with customers.
Open Jobs:
Role: Customer Support Specialist
- Experience: This position is looking for a candidate with past experience in problem-solving and communication.
Role: Customer Success Manager
- Experience: 2+ years experience in a customer success or account management-type role. Additionally, the position prefers a background in a SaaS environment.
Role: Sales Development Representative
- Experience: Past experience in roles that dealt with communication, attention to detail and project management. Salesforce experience is a plus, but not required.

Location: Streeterville
What they do: SMS Assist is a multi-site property management platform streamlining maintenance services. Instead of relying on a multitude of subcontractors for each site, restaurants, chain stores and properties can schedule everything from snow removal to plumbers all in one centralized platform.
Open Jobs:
Role: Strategic Accounts Representative
- Experience: Must have a background in problem solving, customer service and written and verbal communication.
Role: Vendor Sourcing Specialist
- Experience: This position requires a bachelor’s degree and 3+ years experience in a customer service-related role.